Dicarboxyphenylsilanes



Patented Aug. 1, 1950 UNITED STATES PATENT OFFICE Corning Corporation, Midland,

ration of Michigan Mich acorpo- No Drawing. Application July 5, 1949,

Serial No. 103,169

1 Claim. 1

This invention relates to carboxyphenylsilanes.

It is' an object of this invention to prepare difunctional silanes which will be of utility in the preparation of copolymers of the polyamide and alkyd type. 4

This invention relates to dicarboxyphenyldimethylsilane having the formula (HOOCCaHaJ 2Si (CH3) 2 The above compound may be prepared by two general methods. One is the oxidation of ditolyldimethylsilane under conditions whereby the methyl radical of the tolyl group is oxidized to it a carboxyl group. This oxidation may he e1- amines to produce resins of the polyamide and alkyd type. For example, dicarboxyphenyldimethyisilane was mixed with ethylene diamine and the mixture was heated at um C. Reaction took place to produce a viscous resinous materiai.

- tral equivalent of 150.

8 A similar material was obtained when the silane was reacted with ethanolamine.

The following example is illustrative only.

Example A mixture of 9.2 g. of di-P-bromophenyldimethylsilane and 2.4 g. of magnesium tin-nines in 27 ml. of dry ether were stirred and heated to reflux. After five hours the magnesium had dissolved and the Grignard reagent was poured over a large excess of solid carbon dioxide powder. The ether solution was acidified with aqueous HCl whereupon 6.1 g. of a solid material was obtained. This material was purified by dissolving it in ethanol and precipitating the material by the addition of water. The purified product was a cream-colored powder which melted with decomposition at 288 C. Upon analysis it was found to have 9.04 percent Si and to have a neu- This data togethenwith infrared analysis shows that the material is di- P-carboxyphenyldimethylsilane.

That which is claimed is:

Dicarboxyphenyldimethylsilane.

' MBLIE J. .11.

No reierences cited. 

